Title: Book the Best Hotels with POOL in Anna Maria Island in 2026 | Expedia.ca

[Anna Maria Island Travel Guide](https://expedia.ca/Anna-Maria-Island.dx553248622847118534)[Hotels in Anna Maria Island](https://expedia.ca/Anna-Maria-Island-Hotels.d553248622847118534.Travel-Guide-Hotels)[Vacation Rentals in Anna Maria Island](https://expedia.ca/Anna-Maria-Island-Vacation-Rentals.d553248622847118534.Travel-Guide-VacationRentals)[Flights to Anna Maria Island](https://expedia.ca/Cheap-Flights-To-Anna-Maria-Island.d553248622847118534.Travel-Guide-Flights)[Things to do in Anna Maria Island](https://expedia.ca/Things-To-Do-In-Anna-Maria-Island.d553248622847118534.Travel-Guide-Activities)[Anna Maria Island Car Rentals](https://expedia.ca/Car-Rentals-In-Anna-Maria-Island.d553248622847118534.Car-Rental-Guide)[Anna Maria Island Vacation Packages](https://expedia.ca/Anna-Maria-Island.d553248622847118534.Destination-Travel-Guides)

![Anna Maria Island, FL

Pier ](https://images.trvl-media.com/place/553248622847118534/f6726703-de53-4942-875e-504e17e1a1f7.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

# Find Hotels with a Pool in Anna Maria Island, FL from CA $250

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## Check availability on Anna Maria Island Hotels with a Pool

Tonight

[Dec 16 - Dec 17](https://www.expedia.ca/Hotel-Search?regionId=553248622847118534&startDate=2025-12-16&endDate=2025-12-17&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Tomorrow

[Dec 17 - Dec 18](https://www.expedia.ca/Hotel-Search?regionId=553248622847118534&startDate=2025-12-17&endDate=2025-12-18&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

This weekend

[Dec 19 - Dec 21](https://www.expedia.ca/Hotel-Search?regionId=553248622847118534&startDate=2025-12-19&endDate=2025-12-21&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Next weekend

[Dec 26 - Dec 28](https://www.expedia.ca/Hotel-Search?regionId=553248622847118534&startDate=2025-12-26&endDate=2025-12-28&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Our top choices for Anna Maria Island hotels with a pool

![Outdoor pool, a heated pool, open 8:00 AM to 8:00 PM, pool umbrellas](https://images.trvl-media.com/lodging/1000000/900000/897700/897646/efe82ada.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/1000000/900000/897700/897646/2b81b23e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![King Room | Garden view](https://images.trvl-media.com/lodging/1000000/900000/897700/897646/222a0692.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 Bedroom Queen Suite](https://images.trvl-media.com/lodging/1000000/900000/897700/897646/1dc05c51.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Haley's at The Anna Maria Island Inn

[](https://www.expedia.ca/Sarasota-Hotels-Haleys-Couples-Retreat.h897646.Hotel-Information)

Holmes Beach

8.6/10

Excellent

(400)

"Beautiful location. Walking distance to beach. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Maria

CA $220

CA $278 total

includes taxes & fees

Dec 21 - Dec 22

[](https://www.expedia.ca/Sarasota-Hotels-Haleys-Couples-Retreat.h897646.Hotel-Information)

![Pool](https://images.trvl-media.com/lodging/17000000/16010000/16001900/16001812/519687a5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Premium bedding, pillowtop beds, free WiFi, bed sheets](https://images.trvl-media.com/lodging/17000000/16010000/16001900/16001812/da8fadd1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/17000000/16010000/16001900/16001812/74884b5e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Premium bedding, pillowtop beds, free WiFi, bed sheets](https://images.trvl-media.com/lodging/17000000/16010000/16001900/16001812/bdd0449e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Seabreeze at Anna Maria Island Inn

[](https://www.expedia.ca/Sarasota-Hotels-Anna-Maria-Island-Inn.h16001812.Hotel-Information)

Bradenton Beach

8.8/10

Excellent

(57)

"Everything was great!!!!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

David

CA $664

CA $750 total

includes taxes & fees

Dec 26 - Dec 27

[](https://www.expedia.ca/Sarasota-Hotels-Anna-Maria-Island-Inn.h16001812.Hotel-Information)

![Outdoor pool, open 8:00 AM to 8:00 PM, free cabanas, pool umbrellas](https://images.trvl-media.com/lodging/37000000/36290000/36286200/36286167/9cd29b87.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Living area](https://images.trvl-media.com/lodging/37000000/36290000/36286200/36286167/5084dcca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Pool View 1 Bedroom King Suite | Living area](https://images.trvl-media.com/lodging/37000000/36290000/36286200/36286167/37def3a6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Living area](https://images.trvl-media.com/lodging/37000000/36290000/36286200/36286167/f990b212.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Bali Hai Beachfront Resort and Spa

[](https://www.expedia.ca/Sarasota-Hotels-Bali-Hai-Beach-Resort.h36286167.Hotel-Information)

Holmes Beach

8.6/10

Excellent

(640)

"Awesome views, friendly staff, clean room"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Ashley

CA $300

CA $380 total

includes taxes & fees

Dec 18 - Dec 19

[](https://www.expedia.ca/Sarasota-Hotels-Bali-Hai-Beach-Resort.h36286167.Hotel-Information)

![Outdoor pool](https://images.trvl-media.com/lodging/60000000/59790000/59789500/59789467/651a8200.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Sun loungers, beach towels](https://images.trvl-media.com/lodging/60000000/59790000/59789500/59789467/5f1d6b2b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/60000000/59790000/59789500/59789467/c2dde255.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Standard Room, 1 Bedroom | Living area](https://images.trvl-media.com/lodging/60000000/59790000/59789500/59789467/85b3dcb1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Captain's Quarters at Anna Maria Island Inn

[](https://www.expedia.ca/Sarasota-Hotels-Captains-Quarters-By-AMI-Locals.h59789467.Hotel-Information)

Bradenton Beach

9.4/10

Exceptional

(22)

"Clean and convenient location "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Yanet

CA $198

CA $250 total

includes taxes & fees

Dec 18 - Dec 19

[](https://www.expedia.ca/Sarasota-Hotels-Captains-Quarters-By-AMI-Locals.h59789467.Hotel-Information)

![Garden](https://images.trvl-media.com/lodging/68000000/67680000/67676100/67676083/ce1b2724.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/68000000/67680000/67676100/67676083/4174e2ab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Deluxe King Room | Living area](https://images.trvl-media.com/lodging/68000000/67680000/67676100/67676083/12fee06e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![55-inch Smart TV with digital channels, TV](https://images.trvl-media.com/lodging/68000000/67680000/67676100/67676083/2d6f0d61.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Pelican Post at Anna Maria Island Inn

[](https://www.expedia.ca/Sarasota-Hotels-Pelican-Post.h67676083.Hotel-Information)

Bradenton Beach

9.2/10

Wonderful

(332)

"Fabulous stay! Super clean!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Sarah

CA $256

CA $325 total

includes taxes & fees

Dec 17 - Dec 18

[](https://www.expedia.ca/Sarasota-Hotels-Pelican-Post.h67676083.Hotel-Information)

![Terrace/patio](https://images.trvl-media.com/lodging/6000000/5420000/5411200/5411119/23e5431b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Reception](https://images.trvl-media.com/lodging/6000000/5420000/5411200/5411119/4caa2fcf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Comfort Villa, 2 Bedrooms, Non Smoking, Garden View | Private kitchen](https://images.trvl-media.com/lodging/6000000/5420000/5411200/5411119/91866373.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Beach nearby, white sand, beach umbrellas, beach towels](https://images.trvl-media.com/lodging/6000000/5420000/5411200/5411119/def997fa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Palm Tree Villas

[](https://www.expedia.ca/Sarasota-Hotels-Palm-Tree-Villas.h5411119.Hotel-Information)

Holmes Beach

9.2/10

Wonderful

(172)

"We had a great stay! The property was located within a short walk to the beach. We will be back!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Anonymous traveller

[](https://www.expedia.ca/Sarasota-Hotels-Palm-Tree-Villas.h5411119.Hotel-Information)

![Outdoor pool](https://images.trvl-media.com/lodging/121000000/120120000/120114200/120114144/c4463db9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Condo](https://images.trvl-media.com/lodging/121000000/120120000/120114200/120114144/1b0e5d4d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![On the beach, white sand](https://images.trvl-media.com/lodging/121000000/120120000/120114200/120114144/0d4c4896.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/121000000/120120000/120114200/120114144/052fa09b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Alamanda Villas

[](https://www.expedia.ca/Holmes-Beach-Hotels-Alamanda-Villas.h120114144.Hotel-Information)

Holmes Beach

10/10

Exceptional

(3)

"The location is wonderful for beach access,places to eat and grocery is block away. Small parking area if more than one couple stay. Had a great stay."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Traci

CA $315

CA $633 total

includes taxes & fees

Dec 18 - Dec 19

[](https://www.expedia.ca/Holmes-Beach-Hotels-Alamanda-Villas.h120114144.Hotel-Information)

![Aerial view](https://images.trvl-media.com/lodging/84000000/83510000/83500900/83500895/0ce71205.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![King Island | View from room](https://images.trvl-media.com/lodging/84000000/83510000/83500900/83500895/e4cee807.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Aerial view](https://images.trvl-media.com/lodging/84000000/83510000/83500900/83500895/b209e6c0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Aerial view](https://images.trvl-media.com/lodging/84000000/83510000/83500900/83500895/8927606c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Retreat at Anna Maria Island Inn

[](https://www.expedia.ca/Bradenton-Beach-Hotels-The-Retreat-At-Anna-Maria-Island-Inn.h83500895.Hotel-Information)

Bradenton Beach

9.4/10

Exceptional

(35)

"Beautiful room, convenient location, and excellent service! "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Bianca

CA $289

CA $365 total

includes taxes & fees

Dec 18 - Dec 19

[](https://www.expedia.ca/Bradenton-Beach-Hotels-The-Retreat-At-Anna-Maria-Island-Inn.h83500895.Hotel-Information)

![The Anna Maria Luxury Suite | View from room](https://images.trvl-media.com/lodging/74000000/73260000/73251000/73250924/e540b881.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Oceanfront Pool View 2 Queen Island Room | View from room](https://images.trvl-media.com/lodging/74000000/73260000/73251000/73250924/9026fa29.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Oceanfront Luxury 1 Bedroom King Suite | Living area](https://images.trvl-media.com/lodging/74000000/73260000/73251000/73250924/f0fa24c1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![On the beach, white sand, sun loungers, beach umbrellas](https://images.trvl-media.com/lodging/74000000/73260000/73251000/73250924/aebd1d61.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Anna Maria Beach Resort

[](https://www.expedia.ca/Holmes-Beach-Hotels-Anna-Maria-Beach-Resort.h73250924.Hotel-Information)

Holmes Beach

9.4/10

Exceptional

(290)

"Beautiful resort, stunning setting, amazing beach access and spotless everywhere. "

![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg)

Kimberley

CA $458

CA $580 total

includes taxes & fees

Dec 17 - Dec 18

[](https://www.expedia.ca/Holmes-Beach-Hotels-Anna-Maria-Beach-Resort.h73250924.Hotel-Information)

![A heated pool](https://images.trvl-media.com/lodging/41000000/40290000/40281600/40281514/ed3fe6a6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/41000000/40290000/40281600/40281514/6b536dc5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/41000000/40290000/40281600/40281514/e425bec3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/41000000/40290000/40281600/40281514/0d3bae69.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Beautiful Bungalow with Pool and Bay Views!

[](https://www.expedia.ca/Anna-Maria-Hotels-Beautiful-Bungalow-With-Pool-And-Bay-Views-Barefoot-By-The-Bay-At-Bayside-Bun.h40281514.Hotel-Information)

Anna Maria

9.8/10

Exceptional

(37)

"Great location,great property,spacious,clean everything brand new in the property,beach across the street,my family love it!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Michel

CA $238

CA $521 total

includes taxes & fees

Dec 17 - Dec 18

[](https://www.expedia.ca/Anna-Maria-Hotels-Beautiful-Bungalow-With-Pool-And-Bay-Views-Barefoot-By-The-Bay-At-Bayside-Bun.h40281514.Hotel-Information)

Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

[View all properties](https://expedia.ca/Hotel-Search?startDate=2025-12-30&endDate=2025-12-31&regionId=553248622847118534&adults=2&amenities=POOL&sort=RECOMMENDED&openPlayBack=true)

## Hotels with pools and ocean views in Anna Maria Island

![On the beach, white sand, sun loungers, beach umbrellas](https://images.trvl-media.com/lodging/74000000/73260000/73251000/73250924/aebd1d61.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Oceanfront Pool View 2 Queen Island Room | View from room](https://images.trvl-media.com/lodging/74000000/73260000/73251000/73250924/9026fa29.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Oceanfront Luxury 1 Bedroom King Suite | Living area](https://images.trvl-media.com/lodging/74000000/73260000/73251000/73250924/f0fa24c1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![The Anna Maria Luxury Suite | View from room](https://images.trvl-media.com/lodging/74000000/73260000/73251000/73250924/e540b881.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Anna Maria Beach Resort

[](https://www.expedia.ca/Holmes-Beach-Hotels-Anna-Maria-Beach-Resort.h73250924.Hotel-Information)

Holmes Beach

9.4/10

Exceptional

(290)

CA $458

CA $580 total

includes taxes & fees

Dec 17 - Dec 18

[](https://www.expedia.ca/Holmes-Beach-Hotels-Anna-Maria-Beach-Resort.h73250924.Hotel-Information)

![Living area](https://images.trvl-media.com/lodging/37000000/36290000/36286200/36286167/5084dcca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/37000000/36290000/36286200/36286167/14f9d1d3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor pool, open 8:00 AM to 8:00 PM, free cabanas, pool umbrellas](https://images.trvl-media.com/lodging/37000000/36290000/36286200/36286167/9cd29b87.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Living area](https://images.trvl-media.com/lodging/37000000/36290000/36286200/36286167/f990b212.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Bali Hai Beachfront Resort and Spa

[](https://www.expedia.ca/Sarasota-Hotels-Bali-Hai-Beach-Resort.h36286167.Hotel-Information)

Holmes Beach

8.6/10

Excellent

(640)

CA $300

CA $380 total

includes taxes & fees

Dec 18 - Dec 19

[](https://www.expedia.ca/Sarasota-Hotels-Bali-Hai-Beach-Resort.h36286167.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/17000000/16010000/16001900/16001812/a71dc126.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Premium bedding, pillowtop beds, free WiFi, bed sheets](https://images.trvl-media.com/lodging/17000000/16010000/16001900/16001812/da8fadd1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/17000000/16010000/16001900/16001812/74884b5e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Premium bedding, pillowtop beds, free WiFi, bed sheets](https://images.trvl-media.com/lodging/17000000/16010000/16001900/16001812/bdd0449e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Seabreeze at Anna Maria Island Inn

[](https://www.expedia.ca/Sarasota-Hotels-Anna-Maria-Island-Inn.h16001812.Hotel-Information)

Bradenton Beach

8.8/10

Excellent

(57)

CA $664

CA $750 total

includes taxes & fees

Dec 26 - Dec 27

[](https://www.expedia.ca/Sarasota-Hotels-Anna-Maria-Island-Inn.h16001812.Hotel-Information)

![Beach](https://images.trvl-media.com/lodging/40000000/39980000/39978500/39978461/173eb672.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/40000000/39980000/39978500/39978461/5f7f1c89.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/40000000/39980000/39978500/39978461/e813a41b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Marina](https://images.trvl-media.com/lodging/40000000/39980000/39978500/39978461/7582b4bd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Anna Maria Beach Condo 1/1

[](https://www.expedia.ca/Sarasota-Hotels-Anna-Maria-Beach-Condo-11.h39978461.Hotel-Information)

Bradenton Beach

9.8/10

Exceptional

(238)

CA $149

CA $435 total

includes taxes & fees

Dec 22 - Dec 23

[](https://www.expedia.ca/Sarasota-Hotels-Anna-Maria-Beach-Condo-11.h39978461.Hotel-Information)

![Beach nearby](https://images.trvl-media.com/lodging/80000000/79910000/79903100/79903006/d3c751a8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/80000000/79910000/79903100/79903006/9334f168.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/80000000/79910000/79903100/79903006/73b1e340.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Pool](https://images.trvl-media.com/lodging/80000000/79910000/79903100/79903006/2e64c1fd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Sugary Sands 1 Bed Condo and One Block to Beach!

[](https://www.expedia.ca/Bradenton-Beach-Hotels-Sugary-Sands-1-Bed-Condo-And-One-Block-To-Beach-Short-Stroll-To-Bridge-Street.h79903006.Hotel-Information)

Bradenton Beach

9.4/10

Exceptional

(22)

CA $205

CA $730 total

includes taxes & fees

Dec 20 - Dec 21

[](https://www.expedia.ca/Bradenton-Beach-Hotels-Sugary-Sands-1-Bed-Condo-And-One-Block-To-Beach-Short-Stroll-To-Bridge-Street.h79903006.Hotel-Information)

![6 bedrooms, free WiFi, bed sheets](https://images.trvl-media.com/lodging/121000000/120690000/120683000/120682922/2cdb89dd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/121000000/120690000/120683000/120682922/03d03a02.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/121000000/120690000/120683000/120682922/eb3391ef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![On the beach, sun loungers, beach towels](https://images.trvl-media.com/lodging/121000000/120690000/120683000/120682922/55346eb0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Gorgeous New Beachfront house! Incredible views and rooftop deck!

[](https://www.expedia.ca/Bradenton-Beach-Hotels-Gorgeous-New-Beachfront-House-Incredible-Views-And-Rooftop-Deck.h120682922.Hotel-Information)

Bradenton Beach

10/10

Exceptional

(2)

CA $1,239

CA $2,452 total

includes taxes & fees

Jan 15 - Jan 16, 2026

[](https://www.expedia.ca/Bradenton-Beach-Hotels-Gorgeous-New-Beachfront-House-Incredible-Views-And-Rooftop-Deck.h120682922.Hotel-Information)

![On the beach](https://images.trvl-media.com/lodging/79000000/78400000/78392900/78392852/2a61410f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/79000000/78400000/78392900/78392852/7d096f53.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/79000000/78400000/78392900/78392852/b4a6c8e2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/79000000/78400000/78392900/78392852/3c293cc2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Gulf-Front Escape! Balcony and Heated Pool!

[](https://www.expedia.ca/Bradenton-Beach-Hotels-Beachfront-Condo-With-Amazing-Views.h78392852.Hotel-Information)

Bradenton Beach

10/10

Exceptional

(50)

CA $738

CA $1,244 total

includes taxes & fees

Dec 20 - Dec 21

[](https://www.expedia.ca/Bradenton-Beach-Hotels-Beachfront-Condo-With-Amazing-Views.h78392852.Hotel-Information)

![A heated pool](https://images.trvl-media.com/lodging/121000000/120930000/120926800/120926743/8edd9c38.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/121000000/120930000/120926800/120926743/1bc1f76b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/121000000/120930000/120926800/120926743/010a7def.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, fireplace, table tennis](https://images.trvl-media.com/lodging/121000000/120930000/120926800/120926743/d7fa3631.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### AMI Canal-Front Luxury • Heated Pool /Spa & Boat Dock

[](https://www.expedia.ca/Anna-Maria-Hotels-Hammock-Daze-4bedroom35bath-PoolCanal-HOME-10P.h120926743.Hotel-Information)

Anna Maria

10/10

Exceptional

(1)

CA $635

CA $1,901 total

includes taxes & fees

Dec 17 - Dec 18

[](https://www.expedia.ca/Anna-Maria-Hotels-Hammock-Daze-4bedroom35bath-PoolCanal-HOME-10P.h120926743.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/58000000/57950000/57945300/57945262/b0d28a75.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/58000000/57950000/57945300/57945262/5bfa617b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/58000000/57950000/57945300/57945262/180-76d434d9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/58000000/57950000/57945300/57945262/90-cbc385a9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Anna Maria Beach Condo 1/1

[](https://www.expedia.ca/Sarasota-Hotels-Anna-Maria-Beach-Condo-11.h57945262.Hotel-Information)

Bradenton Beach

9.8/10

Exceptional

(198)

CA $149

CA $436 total

includes taxes & fees

Dec 17 - Dec 18

[](https://www.expedia.ca/Sarasota-Hotels-Anna-Maria-Beach-Condo-11.h57945262.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/37000000/36880000/36878500/36878437/993fc622.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/37000000/36880000/36878500/36878437/10926098.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Beach nearby](https://images.trvl-media.com/lodging/37000000/36880000/36878500/36878437/9d7bbb6f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, table tennis, offices](https://images.trvl-media.com/lodging/37000000/36880000/36878500/36878437/a35f68d8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Beach Escape! Luxury Home with Pool, Spa, Rooftop Deck and Walk to Beach

[](https://www.expedia.ca/Anna-Maria-Hotels-Visit-AMI-In-Luxury-Pool.h36878437.Hotel-Information)

Anna Maria

8.8/10

Excellent

(30)

CA $883

CA $2,388 total

includes taxes & fees

Dec 21 - Dec 22

[](https://www.expedia.ca/Anna-Maria-Hotels-Visit-AMI-In-Luxury-Pool.h36878437.Hotel-Information)

Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

[View all properties](https://expedia.ca/Hotel-Search?startDate=2025-12-30&endDate=2025-12-31&regionId=553248622847118534&adults=2&amenities=POOL&sort=RECOMMENDED&amenities=OCEAN_VIEW&openPlayBack=true)

## Top Anna Maria Island Hotel Reviews

![Haley's at The Anna Maria Island Inn](https://images.trvl-media.com/lodging/1000000/900000/897700/897646/fc900ac2_y.jpg)

### Haley's at The Anna Maria Island Inn

10/10 Excellent

"Had a wonderful stay at Hayley’s! The property was clean and modern looking. The staff was extremely kind. The location was great with a short 5 minute walk to the beach. Hope to be back!"

[](https://expedia.ca/Sarasota-Hotels-Haleys-Couples-Retreat.h897646.Hotel-Information)

![Seabreeze at Anna Maria Island Inn](https://images.trvl-media.com/lodging/17000000/16010000/16001900/16001812/a71dc126_y.jpg)

### Seabreeze at Anna Maria Island Inn

10/10 Excellent

"Everything was great!!!!"

[](https://expedia.ca/Sarasota-Hotels-Anna-Maria-Island-Inn.h16001812.Hotel-Information)

![Silver Surf Gulf Beach Resort](https://images.trvl-media.com/lodging/2000000/1050000/1045900/1045895/12fa4f1f_y.jpg)

### Silver Surf Gulf Beach Resort

10/10 Excellent

"Excellent location, private beach, very friendly an efficient staff."

[](https://expedia.ca/Sarasota-Hotels-Silver-Surf-Gulf-Beach-Resort.h1045895.Hotel-Information)

![Bridgewalk Resort](https://images.trvl-media.com/lodging/2000000/1050000/1045900/1045894/7186dbd7_y.jpg)

### Bridgewalk Resort

10/10 Excellent

"The rooms are extremely nice and very clean. Every staff member that we encountered during our stay was super friendly. The location is perfect and within walking distance from just about anything you need. The beach is about 100 yards away from the location. We will definitely be back!!!"

[](https://expedia.ca/Sarasota-Hotels-Bridgewalk-A-Landmark-Resort.h1045894.Hotel-Information)

![Tortuga Inn Beach Resort](https://images.trvl-media.com/lodging/2000000/1060000/1054200/1054101/b1d10d73_y.jpg)

### Tortuga Inn Beach Resort

10/10 Excellent

"The room was absolutely spotless. It was perfect for the 2 of us. This resort is smack dab in the middle of everything and the staff is top notch. We couldn't have asked for a better stay. We'll be coming back year after year! "

[](https://expedia.ca/Sarasota-Hotels-Tortuga-Inn-Beach-Resort.h1054101.Hotel-Information)

![Waterline Villas & Marina, Autograph Collection](https://images.trvl-media.com/lodging/16000000/15740000/15739500/15739491/c50d8ef8_y.jpg)

### Waterline Villas & Marina, Autograph Collection

10/10 Excellent

"Exceptional "

[](https://expedia.ca/Sarasota-Hotels-Waterline-Marina-Resort-Beach-Club.h15739491.Hotel-Information)

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